I was freshly turned 18 and had moved to college, living in an apartment on my own. I was an okay looking guy, 5'10 and 180 pounds with brown hair and blue eyes. Sadly though, living on my own, I could never seem to get the attention of any ladies. Let me tell you that I was horny as ever - a virgin waiting for the first opportunity to arise for me to fuck someone. As school began, I was frustrated and impatient. There seemed no one able to help me with my sexual urges. Constantly I found myself masturbating alone at night, dreaming of sex. Eventually porn lost its lustre and could barely help me get off - after all girls getting fucked was not the same as me fucking girls. I longed for something. And, well into the early hours of the morning one night, I finally found it.

I had never thought about pleasuring myself other than by stroking my 6 inch cock, but by now I was desperate to feel something more. Bored and unable to sleep, my dick semi hard, I started to rub my balls. Slowly my hand crept down towards my ass. I pushed in a little ways and gasped - it had been quite a sensation! I could feel by cock starting to get harder and harder. I pushed in a bit further, but had to pull it out as a shot of pain arose. But it was odd. The pain, in a weird way, was almost good. Ever so carefully I gently massaged my asshole, and after taking a deep breath, finally could fit a full finger in. It was absolutely amazing. I pushed it in and out for several minutes, in awe at this new feeling I had discovered. With my other hand I beat my rock hard dick until a massive load of cum shot upwards and landed on my chest, the most intense orgasm I'd had in ages. My body shook with the pleasure - and from then on I was hooked on analing myself.

Over the next few weeks I would finger myself every day, breathing heavily as I penetrated myself. I stopped at the drug store and picked up some lube, which I lathered on my fingers. Soon I could fit two fingers in and finger bang my asshole for an hour at a time. As I began to do it more often, my thoughts began to change. At first I had longed to pound someone else with my dick but....with this amazing feeling I began to wonder what it might be like to have someone else do it to me....

Eventually my fingers weren't enough. I looked for tips on the internet and decided it was time I purchase some "toys". I ordered a package of things online and could hardly wait for them to arrive. Finally they came and as I unwrapped them I felt a bit intimidated. The first was a pink butt-plug that was supposed to open my asshole a bit. After this was a massive black 12 inch dildo with the shape and contours of a real cock. The next was an enema piece that said it would help make my fun more clean.

That was the first thing I did before slowly inserting my butt plug. I could hardly breathe as I put it in - it spread my hole so wide! But it felt good, and after a while I felt I was ready to go up in size. I carefully lubricated the black dildo, and when I was ready I lay on my back with my legs up in the air. With two hands, I guided the tip of the dildo down to my hole. I began to circle it and felt it tickle. Then I slowly stuck it in. I shut my eyes as a mixture of pleasure and pain flooded my body. An inch at a time I worked it into me, my body shaking as it penetrated. I was able to get six or seven inches in before it hurt too much, and I quickly pulled it out. After a minute of catching my breath, I did it again, but this time I pulled it out faster and then put it back in. Gradually I was able to fuck myself. My body squirmed as I fucked my tight asshole. Soon I could barely handle the pleasure and began to stroke myself at the same time. As my body ceased with the thrusts of the black dildo, I could feel a load of cum building. Lube was everywhere, and sweat dripped down my body. An instant later my whole body ceased, and I thrust into my hole as far as I could go while a stream of hot, white cum shot into the air. It landed on my stomach and chest as I gasped in satisfaction. It felt like I was in euphoria - I'd never had an orgasm like that. As I walked into the shower to clean myself off I brought the dildo with me. I just might want to do it again.

As I lathered myself in soap that night, the hot water running down my back and the steam building in the shower, I made my decision. I glanced at the black dildo and kissed it. It was good, but now I wanted something even more.... I wanted some real dick in my ass.